HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 68308566, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Benzyl 3-oxopiperazine-1-carboxylate | HCID 736777 | — |
| Reactant | 3-(Bromomethyl)pyridine hydrobromide | HCID 12707037 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 68308566 | HCID 68308566 | 62.1% |
Reaction Steps
Benzyl 3-oxopiperazine-1-carboxylate (400 mg) and 3-(bromomethyl)pyridine hydrobromide (647 mg) were mixed with DMF (8 ml), and sodium hydride (55% suspended in oil) (194 mg) was added thereto at 0° C., followed by stirring at room temperature for 3 hours. Water and CHCl3 were added to the reaction mixture at 0° C., and the organic layer was washed with water and saturated brine, dried over anhydrous sodium carbonate, and concentrated under reduced pressure. The obtained residue was purified by basic silica gel column chromatography (EtOAc/hexane) to obtain benzyl 3-oxo-4-(pyridin-3-ylmethyl)piperazine-1-carboxylate (345 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09051283B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-25b20dbca2b14a5792a4dc24ca41da3b |
| Source note | uspto-grants-2015_06 |